Find Romantic Hotels in Winchester, VA from $84

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Pick from 14 Winchester Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

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Winchester Romantic Hotels information

 

Romantic Hotels in Winchester

14

Highest price
$230
Cheapest price
$84
Number of guest reviews
7,032
Total number of hotels in Winchester
1,878

 

Frequently asked questions

Searching for romantic hotels in Winchester?
If you and your partner need a romantic escape, we’d like to help you plan for it. Couples choose Winchester for its scenic landscape and top-notch restaurants. If you’re hoping to explore some cultural attractions while you’re in town, Winchester Little Theater or Bright Box Theater make for a fun date night. Whether you’d like to lounge around in luxurious bedding or get a couples’ massage, you’ll be sure to find accommodation in Winchester to make for a relaxing weekend away.
What's the best hotel for a couple visiting Winchester?
The George Washington Hotel, A Wyndham Grand Hotel is a favorite hotel for couples, and features a full-service spa and 2 restaurants. Other good choices for a romantic stay include SpringHill Suites by Marriott Winchester and Hilton Garden Inn Winchester.
How many romantic hotels are there in Winchester?
Expedia has 5 romantic Winchester hotels for you both to enjoy.
When is the best time to visit Winchester?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winchester: The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What is there to do in Winchester?
There’s nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. If you’re hoping to see some of the area’s cultural attractions, you and your partner will love Winchester for its interesting historical sites and major shopping area. You might think about stopping by Shenandoah Valley Discovery Museum, Winchester Little Theater, or Museum of the Shenandoah Valley while you’re seeing the sights.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic trip get off to a smooth start: If you’re looking to fly to Winchester, the closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 18 mi (28.9 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.

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